Month: February 2023

Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols was written by Jones, Kieran D.;Power, Dennis J.;Bierer, Donald;Gericke, Kersten M.;Stewart, Scott G.. And the article was included in Organic Letters in 2018.Electric Literature of C8H5ClN2 This article mentions the following:

A method for the coupling of aryl chlorides and thiophenols using an air-stable nickel(0) catalyst is described. This thioetherification procedure can be effectively applied to a range of electronically diverse aryl/heteroaryl chlorides without more expensive metal catalysts such as palladium, iridium, or ruthenium. This investigation also illustrates both, a variety of thiol coupling partners and, in certain cases, the use of Cs₂CO₃. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Electric Literature of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.Electric Literature of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Ag-Catalyzed Minisci C-H difluoromethylarylation of N-heteroarenes was written by Xie, Xiaojuan;Zhang, Yifang;Hao, Jian;Wan, Wen. And the article was included in Organic & Biomolecular Chemistry in 2020.Safety of 6-Methoxyquinoxaline This article mentions the following:

A mild silver-catalyzed decarboxylative difluoromethylarylation of electron-deficient N-heteroarenes e.g., I has been developed by using aryldifluoro acetic acids RC(F₂)C(O)OH [R = 4-methoxyphenyl, 2H-1,3-benzodioxol-5-yl, naphthalen-1-yl, etc.] as difluoromethyl sources. This protocol provides an efficient and straightforward access to difluoromethylated heteroarenes e.g., II in moderate to excellent yields with good selectivities. Furthermore, this reaction was applicable to bioactive heteroarenes, providing a straightforward approach for the late-stage C-H difluoromethylation of pharmacophores. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Safety of 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Safety of 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃ was written by Wang, Han;Wen, Kun;Wang, Le;Xiang, Ye;Xu, Xiaocheng;Shen, Yongjia;Sun, Zhihua. And the article was included in Molecules in 2012.COA of Formula: C8H5BrN2O2 This article mentions the following:

Chlorination with equimolar POCl₃ can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxypyridines, -quinoxalines, or even -amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3COA of Formula: C8H5BrN2O2).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.COA of Formula: C8H5BrN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Observed n 閳?锜? bands in the ultraviolet absorption solution spectra of the biazanaphthalenes was written by Hirt, R. C.;King, F. T.;Cavagnol, J. C.. And the article was included in Journal of Chemical Physics in 1956.Application of 5448-43-1 This article mentions the following:

Weak bands were observed in the ultraviolet absorption solution spectra of phthalazine, quinoxaline, 6-chloroquinoxaline, and 6-bromoquinoxaline, which show “blue-shifts” in a more polar solvent sequence. These bands, along with those reported for cinnoline, were assigned as n 閳?锜? bands analogous to those of the diazines and triazines. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Application of 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Compounds possessing quinoxaline derivatives were bestowed with a variety of significant biological properties such as antiviral, antimalarial, anticancer, DNA intercalation, DNA duplex stabilization, and many others. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Application of 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis of condensed quinoxalines. VI. Synthesis of 1H-pyrazolo[3,4-b]quinoxaline N-oxides and related compounds was written by Yoshida, Kei;Otomasu, Hirotaka. And the article was included in Chemical & Pharmaceutical Bulletin in 1984.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Oxidation of 1H-pyrazolo[3.4-b]quinoxalines I (R = H, Me; n = 0) with m-chloroperbenzoic acid (MCPBA) gave the 4-oxides I (n = 1). The structures of I (n = 1) were confirmed by synthesis, by condensing 2-chloroquinoxaline-3-carboxaldehyde 4-oxide with appropriate hydrazines. Further oxidation of I (R = Me, n = 1) with MCPBA gave the 4,9-dioxide. Treatment of 1,2-dihydro-2-oxoquinoxaoline-3-carboxamide and 1,2-dihydro-2-oxoquinoxaline-3-carbonitrile 4-oxide with a mixture of POCl₃ and PCl₅ or POCl₃-DMF afforded 2-chloroquinoxaline-3-carbonitrile and its 4-oxide, resp., which reacted with hydrazines to give the corresponding 3-amino-1H-pyrazolo[3,4-b]-quinoxalines II (R¹ = H, Me) and their 4-oxides in high yields. The reaction of Et 2-chloroquinoxaline-3-carboxylate with hydrazine hydrate afforded a mixture of uncyclized products, N,N‘-bis(2-ethoxycarbonyl-3-quinoxalinyl)hydrazine, Et 2-hydrazinoquinoxaline-3-carboxylate and 2-hydrazinoquinoxaline-3-carbohydrazide. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Synthetic Route of C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The mass spectra of halo derivatives of quinoxaline was written by Poradowska, Henryka;Kaniewska, Alicja. And the article was included in Organic Mass Spectrometry in 1981.Safety of 6-Chloroquinoxaline This article mentions the following:

The mass spectra of 17 haloquinoxalines I (R-R³ = H, Br, Cl, Me) were recorded. All I gave mol.-ion peaks with typical isotopic ratios. The fragmentation path depended on the position of the halo atom: pyrazine-bound halo derivatives fragmented primarily via elimination of a halogen radical with insignificant cyanogen halide elimination, whereas benzene-bound halo derivatives fragmented via successive elimination of 2 RCN mols. (R = H, Me). In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Safety of 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Safety of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was written by Zhang, Xia;Chen, Jingchao;Khan, Ruhima;Shen, Guoli;He, Zhenxiu;Zhou, Yongyun;Fan, Baomin. And the article was included in Organic & Biomolecular Chemistry.Safety of 6-Methoxyquinoxaline This article mentions the following:

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source is reported. The reaction allows the simple preparation of 1,2,3,4-tetrahydroquinoxalines under mild conditions. The deuterium-labeling experiment confirmed that water is the sole hydrogen source in the transfer hydrogenation reaction. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Safety of 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson閳ユ獨, and Alzheimer閳ユ獨 diseases. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Safety of 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Water-involving transfer hydrogenation and dehydrogenation of N-heterocycles over a bifunctional MoNi₄ electrode was written by Li, Mengyang;Liu, Cuibo;Huang, Yi;Han, Shuyan;Zhang, Bin. And the article was included in Chinese Journal of Catalysis in 2021.SDS of cas: 5448-43-1 This article mentions the following:

A room-temperature electrochem. strategy for hydrogenation (deuteration) and reverse dehydrogenation of N-heterocycles over a bifunctional MoNi₄ electrode is developed, which includes the hydrogenation of quinoxaline using H₂O as the hydrogen source with 80% Faradaic efficiency and the reverse dehydrogenation of hydrogen-rich 1,2,3,4-tetrahydroquinoxaline with up to 99% yield and selectivity. The in situ generated active hydrogen atom (H*) is plausibly involved in the hydrogenation of quinoxaline, where a consecutive hydrogen radical coupled electron transfer pathway is proposed. Notably, the MoNi₄ alloy exhibits efficient quinoxaline hydrogenation at an overpotential of only 50 mV, owing to its superior water dissociation ability to provide H* in alk. media. In situ Raman tests indicate that the Ni^II/Ni^III redox couple can promote the dehydrogenation process, representing a promising anodic alternative to low-value oxygen evolution. Impressively, electrocatalytic deuteration is easily achieved with up to 99% deuteration ratios using D₂O. This method is capable of producing a series of functionalized hydrogenated and deuterated quinoxalines. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1SDS of cas: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.SDS of cas: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Electrochemical carboxylation of some heteroaromatic compounds was written by Fuchs, Peter;Hess, Ulrich;Holst, Hans Henrik;Lund, Henning. And the article was included in Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry in 1981.Computed Properties of C8H5ClN2 This article mentions the following:

Thirty heteroaromatic compounds (e.g., 4-chloro-2,7,8-trimethylquinoline, 2-chloroquinoxaline, etc.) were investigated by cyclic voltammetry and/or preparative- scale electrolysis (PSE) in the absence and presence of CO₂. The rate constants for dehalogenation of the primarily formed anion radical of halogenated heterocycles were estimated from cyclic-voltammetric data, which indicated that carboxylation without Cl loss is possible under cyclic-voltammetric conditions when the rate constant for cleavage is <∼10⁴ s^-1. PSE confirmed that such halogenated heterocycles may be reductively carboxylated without loss of halogen. In the competition between cleavage and carboxylation, low temperatures favor the latter reaction. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Computed Properties of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Computed Properties of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quadruply Fused Aromatic Heterocycles toward 4 V-Class Robust Organic Cathode-Active Materials was written by Hatakeyama-Sato, Kan;Go, Choitsu;Akahane, Tomoki;Kaseyama, Takahiro;Yoshimoto, Takuji;Oyaizu, Kenichi. And the article was included in Batteries & Supercaps in 2022.SDS of cas: 1910-90-3 This article mentions the following:

Quadruply fused aromatic heterocycles are examined as 4 V-class organic cathode-active materials. A newly synthesized dimethylfluoflavin-substituted polymer displays reversible charge/discharge at high potentials of 3.5 and 4.1 V (vs. Li/Li⁺) as a cathode-active material for organic secondary batteries. The robust redox-active heterocycles enable the long cycle-life (>1000) while maintaining the high potential over 4 V. The linear polymer backbone and radical spin configuration in the heterocycles are the keys to enhancing the voltages and the cycle life. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3SDS of cas: 1910-90-3).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.SDS of cas: 1910-90-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider